Born on January 18, 1999, Gary is the son of Roxanne Holt and Gary Trent, a former professional basketball player who has represented the United States on the international level.
Trent Jr. first attended Apple Valley High School in Apple Valley, Minnesota. As a sophomore, he averaged 21.5 points per game. As a junior, he averaged 26.4 points per game and 5.8 rebounds per game, while earning Gatorade Minnesota Player of the Year, first-team Minneapolis All Metro honors, in addition to being named a first-team junior All-American by Maxpreps.
Trent Jr. was rated as a five-star recruit and considered one of the best players in the 2017 high school class by Scout.com, Rivals.com and ESPN. Trent Jr. was ranked as the number 7 overall recruit and number 1 shooting guard in the 2017 high school class. He played college basketball for Duke University.
On June 21, 2018, Trent Jr. was drafted by the Sacramento Kings with the 37th overall selection in the 2018 NBA draft. He was subsequently traded to the Portland Trail Blazers where he signed a three-year deal.
In March this year, the Toronto Raptors acquired him and Rodney Hood in a trade for Norman Powell. Trent Jr. scored a then career-high 31 points in a March 31 loss to the Oklahoma City Thunder. In August, he signed a multi-year deal with the Raptors.